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From447US$ /night
Check-in
16Mar2026Select date
Check-out
17Mar2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

104 Bay Avenue, Greenport, New York, United States, 11944
-
Near the harbor
Perfect
9.8
/10
4.9
5.0
/5

Location

The Stirling House Waterfront Inn is situated along the picturesque Greenport Harbor, providing direct access to the waterfront. Guests can explore the local vineyards, beaches, and shops easily from this central location. The inn is also within proximity to notable attractions such as the Long Island Railroad and Shelter Island Ferry.

Rooms

The hotel offers six distinct guest rooms, each named after local artists or historical figures. All rooms include private ensuite bathrooms, and several feature breathtaking waterfront views. Guests enjoy amenities such as fresh flowers, premium linens, and complimentary snacks in every room.

Dining

The Stirling House provides a daily complimentary breakfast made from fresh, locally sourced ingredients. Guests can savor seasonal fruit, baked goods, and hearty breakfast options in the dining area. The hotel also offers access to a shared kitchen for additional meal preparation.

Outdoor Amenities

Guests can relax on the outdoor deck that overlooks Greenport Harbor, providing a serene space for leisure activities. The inn also features a garden area where visitors can enjoy quiet moments in nature. Kayaking adventures and bicycle rentals are available nearby for those looking to explore the beautiful surroundings.

Activities

The Stirling House Waterfront Inn promotes engagement with local culture by providing information on nearby events and activities. Guests can take part in wine tastings at local vineyards or enjoy fishing excursions in the vicinity. Additionally, the front desk is available to assist with arranging local tours and experiences.

Highlights

Location: Direct access to Greenport Harbor

Rooms: Six distinct guest rooms

Dining: Daily complimentary breakfast

Outdoor: Relax on the outdoor deck

Activities: Local vineyard wine tastings

Must-do experiences

  • Visit the Greenport Farmers' Market for fresh local produce on Saturdays.
  • Enjoy a wine tasting at Kontokosta Winery with stunning waterfront views.
  • Walk the scenic Lavender by the Bay farm for vibrant photo ops in summer.
  • Savor the fish tacos at The Frisky Oyster, a local culinary favorite.
  • Explore the East End Seaport Museum for fascinating maritime history.
View all

Select your room type

The Stirling House Waterfront Inn Greenport offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Queen Room Suite
2 persons
205 sq. feet 
1 King-size bed
Shower
Coffee machine
Greenport Room King Waterfront
2 persons
205 sq. feet 
1 King-size bed
Shower
Coffee machine
Shelter Island Room King Waterfront
2 persons
165 sq. feet 
1 King-size bed
Shower
Coffee machine

Price and Room Availability Calendar

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Facilities

The Stirling House Waterfront Inn Greenport offers amenities for your comfortable stay and unforgettable experiences
Facilities: Perfect
9.1/10Review score

General

  • No smoking on site
  • Wi-Fi
  • Parking
  • VIP check-in/ -out
  • Express check-in/ -out
  • Concierge desk
  • No pets allowed
  • Security
  • Luggage storage
  • Allergy-free rooms
  • Vending machines
  • Smoke detectors
  • Fire extinguishers

Sports & Fitness

  • Golf course

Guest Parking

  • Electric kettle
  • Cookware/ Kitchen utensils

Services

  • Housekeeping
  • Tours/Ticket assistance
  • Welcome drink

Dining

  • Snack bar
  • Bar/ Lounge area
  • Outdoor dining area
  • Special diet menus

Children

  • Board games

Spa & Leisure

  • Beach umbrellas
  • Sun loungers
  • Sun terrace
  • Garden area
  • Leisure/ TV room

Room features

  • Air conditioning
  • Heating
  • Mini-bar
  • Soundproofed rooms
  • Sitting area
  • Terrace
  • Garden furniture
  • Tea and coffee facilities
  • Dining table

Bathroom

  • Free toiletries

Self-catering

  • Electric kettle
  • Cookware/ Kitchen utensils

Media

  • Flat-screen TV
  • AM/FM alarm clock

Room decor

  • Parquet floor
Show more

The Stirling House Waterfront Inn Greenport Location

104 Bay Avenue, Greenport, New York, United States, 11944
Map view
104 Bay Avenue, Greenport, New York, United States, 11944
Nearby
Bible Baptist Church
1400 ft
125 Main St
Greenport Fire
1700 ft
Restaurants
Bruce & Son
1000 ft
208 Main Street
American Beech
900 ft
300 Main Street
1943 Pizza Bar
1000 ft
308 Main Street
Brix & Rye
1000 ft
308 Main St Unit A
Emilio's
1100 ft
400 Main St
Stirling Sake
1400 ft
477 Main Street
Claudio's Restaurant
1800 ft
111 Main St
D'latte Pastry Gelato Bar
1400 ft
218 Main St
Lucharito's
1700 ft
119 Main Street
Crazy Beans Greenport
1600 ft
2 Front St
Industry Standard
1600 ft
45 Front St
Ellen's on Front
1600 ft
38 Front St
Explore Greenport
Local Highlights
Top Attractions
Activities
Dining
Entertainment
East End Seaport Maritime Museum
East End Seaport Maritime Museum
12 minutes' walk
Maritime artifacts and exhibits showcase Greenport's rich naval history. Engaging for all ages with free admission days.
Greenport Antique Carousel
Greenport Antique Carousel
12 minutes' walk
Historic carousel featuring hand-carved wooden horses. A charming spot for families, especially on sunny afternoons.
Kontokosta Winery
10 minutes' drive
Scenic views with premium wines made from local grapes. Tastings available; great for couples and wine enthusiasts.
67 Steps Beach
25 minutes' walk
Beautiful beach with gentle waves and soft sand, perfect for sunbathing and relaxed strolls by the shore.
Discover the local attractions near The Stirling House Waterfront Inn Greenport
Visit the remarkable sites near The Stirling House Waterfront Inn Greenport that showcase the area's rich history and natural beauty
Ideal for educational farm experiences: Sylvester Manor Educational Farm
Great for art enthusiasts: Nova Constellatio Gallery
Perfect for family-friendly fun: Greenport Antique Carousel
Well suited for visitors interested in local crafts: The Village Blacksmith
Best for wine tasting experiences: Kontokosta Winery
Suited for cultural exploration: Congregation Tifereth Israel
Works well for history buffs: Fireboat Firefighter Museum
Ideal for unique optical experiences: Camera Obscura
Great for local shopping: Beall & Bell
Perfect for relaxing outdoor visits: Lavender By the Bay
Biking along Greenport's waterfront
10 minutes' walk
Enjoy breathtaking views while biking along scenic paths. Rentals are available at local shops nearby.
Yoga on the Beach
25 minutes' walk
Relax with morning yoga sessions on the beach. Classes are seasonal, offering tranquility with ocean views.
Fishing Charters
10 minutes' drive
Thrilling fishing trips available, suitable for solitude or small groups. Local operators offer rentals and guidance.
Local Farmer's Market
12 minutes' walk
Seasonal market featuring local produce and crafts. Great cultural immersion on weekends, supporting local farmers.
Bruce & Son
Bruce & Son
4 minutes' walk
Casual eatery known for fresh seafood and delicious brunch. Farm-to-table ethos with vegetarian options available.
American Beech
American Beech
4 minutes' walk
Stylish spot serving a mix of American classics and seafood. Outdoor seating and vibrant atmosphere; reservations recommended.
Brix & Rye
Brix & Rye
4 minutes' walk
Cozy bar with an extensive cocktail menu and small plates. Known for its friendly vibe and expertly crafted drinks.
1943 Pizza Bar
1943 Pizza Bar
4 minutes' walk
Famous for New York-style pizza, featuring a variety of toppings. Family-friendly atmosphere, perfect for casual dining.
Discover dining options near The Stirling House Waterfront Inn Greenport
Savor delightful dining options near The Stirling House Waterfront Inn Greenport with a range of cuisines to enjoy
Ideal for casual Mexican dining: Lucharito's
Perfect for classic pizza experiences: 1943 Pizza Bar
Great for craft cocktails and small plates: Brix & Rye
Well suited for waterfront dining: Claudio's Restaurant
Best for locally-sourced ingredients: First and South
Suited for a cozy dining atmosphere: American Beech
Perfect for sweet treats and desserts: D'latte Pastry Gelato Bar
Great for coffee and light snacks: Crazy Beans Greenport
Greenport Theatre
Greenport Theatre
10 minutes' walk
Charming venue showing indie films and hosting community events. A perfect spot for family-friendly movie nights.
Fireboat Firefighter Museum
Fireboat Firefighter Museum
5 minutes' drive
Interactive maritime museum featuring an actual firefighting boat. Engaging exhibits appealing to all ages.
Local Live Music Venues
12 minutes' walk
Regular live music events at nearby bars and restaurants. Check local listings for weekly jazz nights and more.
Greenport Antique Carousel
Greenport Antique Carousel
12 minutes' walk
Family-friendly attraction with a nostalgic vibe. Perfect for evening strolls or enjoying rides with children.
Getting around
City Centre
Greenport4 min  ·  1000 ft
Airports
Long Island MacArthur Airport (ISP)122 min  ·  50.3 mi
Republic Airport (FRG)165 min  ·  68.0 mi
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Property information and rules
Check-in
from 16:00-18:00
Check-out
until 11 am
Guest Parking
Public parking is possible on site for free.
Internet
Wireless internet is available in for free.
Breakfast
At the hotel The Stirling House Waterfront Inn Greenport guests are invited to a full breakfast served for free. 
Pets
Pets are not allowed.

Reviews and Ratings

Feedback about The Stirling House Waterfront Inn Greenport from previous guests about their experience.
Review score
Based on 16 verified reviews
9.4/10
Perfect
94%
Recommend
Breakfast
10.0/10
Cleanliness
9.6/10
Comfort
10.0/10
Facilities
9.1/10
Free Wi-Fi
8.7/10
Location
10.0/10
Staff
10.0/10
Value for money
8.9/10
Guest reviews
based on 19 reviews
9.8/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
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FAQs
About The Stirling House Waterfront Inn Greenport
What are the check-in and check-out times at The Stirling House Waterfront Inn Greenport?
Check-in is at 16:00 and check-out is by 11:00.
What is the closest airport to The Stirling House Waterfront Inn Greenport?
The hotel is situated 85 km from Long Island MacArthur Airport.
Is parking available at The Stirling House Waterfront Inn Greenport?
Public parking is available on-site free of charge without the need for reservation.
Which popular restaurants are near The Stirling House Waterfront Inn Greenport?
Nearby restaurants include Lucharito's (0.5 km), 1943 Pizza Bar (0.5 km), and Claudio's Restaurant (0.5 km).
What amenities are included in the rooms at The Stirling House Waterfront Inn Greenport?
Rooms include air conditioning, a flat-screen TV, a coffee machine, and a private bathroom with bathrobes.
Does The Stirling House Waterfront Inn Greenport serve breakfast?
A gourmet full breakfast is served every morning in the dining area, often on the front terrace overlooking the water.
Are there any recreational activities available at The Stirling House Waterfront Inn Greenport?
Guests have access to bicycle rentals and a golf course.
What services does The Stirling House Waterfront Inn Greenport offer for its guests?
The hotel provides concierge services, luggage storage, and a snack bar.
What unique features does The Stirling House Waterfront Inn Greenport have?
The hotel features a sun terrace, a wraparound porch overlooking the harbor, and personalized concierge services.
What is the distance from The Stirling House Waterfront Inn Greenport to downtown Greenport?
Downtown Greenport can be reached within a 5-minute walk from the hotel.

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Check-in
16Mar2026Select date
Check-out
17Mar2026Select date
Rooms and Guests2 Guests, 1 Room